JP4626731B2 - Anticide and method of use - Google Patents

Anticide and method of use Download PDF

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Publication number
JP4626731B2
JP4626731B2 JP2000180378A JP2000180378A JP4626731B2 JP 4626731 B2 JP4626731 B2 JP 4626731B2 JP 2000180378 A JP2000180378 A JP 2000180378A JP 2000180378 A JP2000180378 A JP 2000180378A JP 4626731 B2 JP4626731 B2 JP 4626731B2
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JP2001072516A (en
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和裕 高木
恭弘 和田
力雄 山口
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Nihon Nohyaku Co Ltd
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Nihon Nohyaku Co Ltd
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Description

【0001】
【発明の属する技術分野】
本発明はヒドラジン誘導体を有効成分とする新規な防蟻剤及びその使用方法に関するものである。
【0002】
【従来の技術】
本発明の防蟻剤の有効成分である一般式(I) で表されるヒドラジン誘導体は特開平5−4958号公報、同5−17428号公報、同5−32603号公報及び同5−262712号公報等に記載の公知の化合物であり、農園芸用殺虫剤としてコナガ、コブノメイガ等の鱗翅目害虫、チャノミドリヒメヨコバイ、ナシグンバイ等の半翅目害虫、ニジュウヤホシテントウ、コクゾウムシ等の甲虫目害虫、ウリミバエ、イエバエ、チカイエカ等の双翅目害虫、ミナミネグサレセンチュウ、ネコブセンチュウ等のハリセンチュウ目害虫等に殺虫作用があることが記載されている。
しかし、イエシロアリ、ヤマトシロアリ等のシロアリ目害虫、カブラハバチ、ミカドオオアリ等の膜翅目害虫、ヤマトゴキブリ、エンマコオロギ、コバネイナゴ等の直翅目害虫、コチャタテ等のチャタテムシ目害虫に顕著な殺虫効果を有することについては記載も示唆もされていない。
【0003】
【発明が解決しようとする課題】
本発明者等は家屋、家具類、その他の木材類あるいは農作物や人を加害する蟻類に対して顕著な効果を有する新規な防蟻剤を創出すべく鋭意研究を重ねた結果、前記先行技術に記載のヒドラジン誘導体の中で一部の化合物がシロアリ類や蟻類等に対して顕著な殺蟻効果を有することを見いだし、本発明を完成させたものである。
【0004】
【課題を解決するための手段】
本発明は一般式(I) :
【化10】

Figure 0004626731
〔式中、Aは
【化11】
Figure 0004626731
(式中、R4 は水素原子又は C1-C6アルキル基を示し、Xは同一又は異なっても良く、水素原子、ハロゲン原子、 C1-C6アルキル基又はハロC1-C6 アルキル基から選択される1〜5個の置換基を示す。)、
【0005】
【化12】
Figure 0004626731
(式中、R4 及びXは前記に同じくし、R5 は水素原子、 C1-C6アルキルカルボニル基又は同一若しくは異なっても良いC1-C6 アルキル基から選択される1〜2個の置換基を有しても良いフェニルカルボニル基を示す。)、
【化13】
Figure 0004626731
(式中、R4 及びXは前記に同じ。)
又は
【0006】
【化14】
Figure 0004626731
(式中、R4 及びXは前記に同じ。)
を示し、R1 は水素原子又はC1-C6 アルキル基を示し、R2 及びR3 は同一又は異なっても良く水素原子、水酸基、 C1-C6アルキル基、 C1-C6アルコキシ基、C1 -C6アルキルカルボニル基又はフェニルカルボニル基を示し、Yは同一又は異なっても良く、水素原子、ハロゲン原子、ニトロ基又はシアノ基から選択される1〜5個の置換基を示し、Zはハロゲン原子、シアノ基、C1-C6 アルキル基、ハロC1-C6 アルキル基、C1-C6 アルコキシ基、ハロC1-C6 アルコキシ基、ハロC1-C6 アルキルチオ基、ハロC1-C6 アルキルスルフィニル基又はハロC1-C6 アルキルスルホニル基を示し、Wは酸素原子又は硫黄原子を示す。〕
で表されるヒドラジン誘導体を有効成分として含有する防蟻剤及びその使用方法に関するものである。
【0007】
本発明の一般式(I) の定義で「ハロゲン原子」とは塩素原子、臭素原子、ヨウ素原子、フッ素原子を示し、「C1-C6 アルキル」とは炭素原子数1〜6の直鎖状又は分枝状のアルキル基を示し、「ハロC1-C6 アルキル」とは、同一又は異なっても良い1以上のハロゲン原子で置換された炭素原子数1〜6のアルキル基を示す。
本発明の防蟻剤の有効成分である一般式(I) で表されるヒドラジン誘導体の代表的な化合物を第1表乃至第4表に例示するが、本発明はこれらに限定されるものではない。
【0008】
一般式(I-1) :
【化15】
Figure 0004626731
【0009】
第1表
Figure 0004626731
【0010】
第1表(続き)
Figure 0004626731
【0011】
第1表(続き)
Figure 0004626731
【0012】
第1表(続き)
Figure 0004626731
【0013】
第1表(続き)
Figure 0004626731
注:表中、Phはフェニル基を示す。
【0014】
一般式(I-2) :
【化16】
Figure 0004626731
【0015】
第2表(但し、R1 及びR3 は水素原子を示す)
Figure 0004626731
【0016】
第2表(続き)
Figure 0004626731
【0017】
第2表(続き)
Figure 0004626731
注:表中、Phはあるのはフェニル基を示す。
化合物106及び107はジアステレオマ−であり、Rf値では106が107より高い。
【0018】
一般式(I-3) :
【化17】
Figure 0004626731
【0019】
第3表(R2 及びR3 は水素原子を示し、Wは酸素原子を示す。)
Figure 0004626731
【0020】
第3表(続き)
Figure 0004626731
【0021】
一般式(I-4) :
【化18】
Figure 0004626731
【0022】
第4表(R1 、R2 、R3 及びR4 は水素原子を示す。)
Figure 0004626731
【0023】
第1表乃至第4表中で物性が粘稠物又はガラス状の 1H−NMRデ−タを第5表に示す。
第5表
Figure 0004626731
【0024】
本発明の防蟻剤は、例えばミゾガシラシロアリ科(Rhinotermitidae) のイエシロアリ(Coptotermes formosanus Shiraki)、ヤマトシロアリ(Reticulitermes speratus (Kolbe) )、北アメリカの生息するReticulitermes hesperus 、Reticulitermes tibialis 、Reticulitermes flavipes 等、地中海沿岸に生息するReticulitermes lucifugus、Reticulitermes santonensis等、アメリカカンザイシロアリ(Incisitermes minor (Hagen))やシロアリ科(termitidae)のタイワンシロアリ(Odontotermes formosanus (Shiraki) )、レイビシロアリ科(Kalotermitidae)のダイコクシロアリ(Cryptotermes domesticus (Haviland))及びオオシロアリ科(Termopsidae) のHodotermopsis jzponica (Holmgren) 等の家屋、建材類、家具類、皮革類、繊維類、ビニール加工品、電線・ケーブル等に加害する全ての白蟻類に対して低薬量で顕著な殺蟻効果を有するものである。
又、アリ科(Formicidae)のイエヒメアリ(Monomorium pharaoni Linnes)、ヒメアリ(Monomorium nipponense Wheeler) 、ミカドオオアリ(Camponotus kiusiuensis Santschi) 、クロヤマアリ(Formica japonica Motschulsky)、クロクサアリ(Lasius fuliginosus (Latreille))等や北アメリカに生息するファイヤーアント(Solenopsis richteri、Solenopsis invicta、Solenopsis geminata(F)) 等の農作物又は公園等の公共施設や家屋に侵入し、人に加害する蟻類に対しても低薬量で顕著な殺蟻効果を有するものである。
【0025】
本発明の一般式(I) で表されるヒドラジン誘導体を有効成分とする防蟻剤を効率的に使用するには、一般的に通常使用される製剤処方に従って適当な固体担体及び/又は液体担体等及び必要に応じて補助剤等と共に適当な割合に配合して溶解、懸濁、混合、含浸、吸着若しくは付着させ、使用目的に応じて適当な剤形、例えば油剤、乳剤、液剤、粉剤、粒剤、水和剤、エアゾール剤、燻煙剤、フロアブル剤等に調製して使用すれば良い。又、誘因剤を混入した餌等に配合することによりベイト剤とすることもできる。
【0026】
本発明で使用する固体担体としては、例えばカオリン、ベントナイト、酸性白土等の粘土類、タルク、ピロフィライト等のタルク類、珪藻土、珪砂、雲母、合成珪酸塩、合成高分散珪酸等のシリカ類、軽石、砂等の無機鉱物質粉末、木片、パルプチップ、穀物粉末、糖類等の有機物を例示することができ、液体担体としては、例えばメチルアルコール、エチルアルコール、エチレングリコール等のアルコール類、アセトン、メチルエチルケトン、シクロヘキサノン等のケトン類、エチルエーテル、ジオキサン、テトラハイドロフラン、セロソルブ等のエーテル類、灯油、ケロシン等の脂肪族炭化水素類、ベンゼン、トルエン、キシレン、ソルベントナフサ、シクロヘキサノン、メチルナフタレン等の芳香族炭化水素類、クロロホルム、四塩化炭素、クロロベンゼン等のハロゲン化炭化水素類等を例示することができ、これらの固体担体又は液体担体は単独で使用しても良く、混合して使用することもできる。
【0027】
本発明で使用できる補助剤として界面活性剤、分散剤、糊着剤等を使用することができ、界面活性剤としては、例えばポリオキシエチレンアルキルアリールエーテル、ポリオキシエチレンソルビタンモノラウレート、アルキルアリルソルビタンモノラウレート、アルキルベンゼンスルホン酸塩、アルキルナフタレンスルホン酸、リグニンスルホン酸塩高級アルコール硫酸エステル塩等を例示することができ、これらの界面活性剤は単独で又は混合して使用することができる。
又、分散剤又は固着剤としては、例えばカゼイン、ゼラチン、澱粉、アルギン酸、カルボキシメチルセルロース、寒天、ポリビニルアルコール、松根油等を必要に応じて使用することができる。
【0028】
本発明の防蟻剤は、例えば白蟻等から樹木、塀、枕木等の木質物、社寺、家屋、納屋、工場等の建築物を保護するために周辺土壌、床下土壌等の表面又は土中に処理されるのみならず、床下コンクリート表面、床柱、梁、合板、家具等の製材品、パーティクルボード、ハーフボード等の木質製品や被覆電線、シート等のビニール製品、発泡スチロール等の断熱材等に使用することができ、農作物あるいは人等に加害する蟻類に対しては農作物又はその周辺土壌に処理したり、蟻の巣等に直接処理することができる。
本発明は前記の態様のみならず蟻類の発生が予測される箇所に予防的に使用する態様も包含されるものである。
本発明の防蟻剤は、例えば木部処理の場合、1m2 当たり有効成分量として0.1〜50gの範囲から、土壌処理又は巣等に処理する場合、1m2 当たり1〜500gの範囲から適宜選択した使用することができる。
以下に本発明の代表的な実施例及び試験例を例示するが、本発明はこれらに限定されるものではない。
尚、実施例中、部とあるのは重量部を示す。
【0029】
【実施例】
実施例1
第1表乃至第4表のヒドラジン誘導体 20部
キシレン 80部
以上を均一に溶解させて油剤を得た。
実施例2
第1表乃至第4表のヒドラジン誘導体 10部
ポリオキシエチレンスチリルフェニルエーテル 10部
シクロヘキサノン 80部
以上を均一に混合溶解して乳剤を得た。
【0030】
実施例3
第1表乃至第4表のヒドラジン誘導体 10部
アルキルベンゼンスルホン酸ナトリウム 2部
ホワイトカーボン 10部
クレー 78部
以上を均一に混合粉砕して水和剤を得た。
実施例4
第1表乃至第4表のヒドラジン誘導体 8部
シクロヘキサノン 4部
ポリオキシエチレンノニルフェニルエーテルと
アルキルベンゼンスルホン酸の混合物 3部
以上を均一に混合溶解して軽石粒85部に噴霧・乾燥して粒剤を得た。
【0031】
試験例1
直径9cmのガラスシャーレに濾紙をしき、本発明の防蟻剤の500ppmの薬液1mlを滴下し、イエシロアリ(Coptotermes formosanus Shiraki)職蟻を接種し、接種7日後に生死の調査を行って死虫率を算出し、下記の基準に従って判定を行った。1区10頭3連制。
判定基準 死虫率(%)
A 100
B 99〜90
C 89〜80
D 79〜50
結果を第6表に示す。
【0032】
第6表
Figure 0004626731
【0033】
第6表(続き)
Figure 0004626731
【0034】
第6表(続き)
Figure 0004626731
【0035】
第6表(続き)
Figure 0004626731
【0036】
試験例2.
ファイアーアント(Solenopsis geminata) の巣(蟻塚)に対して本発明の防蟻剤を有効成分量として、巣当たり1gを灌注処理し、薬剤処理14日後に巣の活性程度を、下記基準に従って判定した。1区1巣
判定基準 効果レベル
A 全滅〜巣の活性が極めて低い。
B 巣の活性あり。
C 巣の活性が高い。
D 巣の活性が極めて高い。
試験の結果、化合物No44及び96はAの効果レベルを示した。
【0037】
【発明の効果】
本発明の防蟻剤は、例えば白蟻等から樹木、塀、枕木等の木質物、社寺、家屋、納屋、工場等の建築物を保護するため、又農作物あるいは人を加害する蟻類を防除するための優れた防蟻剤である。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a novel antifungal agent comprising a hydrazine derivative as an active ingredient and a method for using the same.
[0002]
[Prior art]
The hydrazine derivatives represented by the general formula (I) which are the active ingredients of the ant control agent of the present invention are disclosed in JP-A-5-4958, JP-A-5-17428, JP-A-5-32603 and JP-A-5-262712. Known compounds described in publications, etc., and insecticides for agricultural and horticultural use, such as lepidopterous insects such as diamondback moth, white-tailed moth, Hemiptera pests such as chanomidorihime, nasigunbai, coleopterous insects such as staghorn beetle, weevil It is described that there are insecticidal effects on dipteran pests such as cucumber flies, house flies and chikaeka, and nematode pests such as southern nematodes and root-knot nematodes.
However, it has a remarkable insecticidal effect on termite pests such as the termites and the white termites, the membrane pests such as the wasps and the winged ants, the straight insect pests such as the cockroaches, the yellow crickets, and the white fly Is not described or suggested.
[0003]
[Problems to be solved by the invention]
As a result of intensive research to create a novel anti-anticide that has a remarkable effect on houses, furniture, other woods, or ants that harm crops and people, Among the hydrazine derivatives described in 1), it was found that some compounds have a remarkable anticide effect on termites and ants, and the present invention has been completed.
[0004]
[Means for Solving the Problems]
The present invention is directed to general formula (I):
Embedded image
Figure 0004626731
[Where A is embedded image
Figure 0004626731
(Wherein R 4 represents a hydrogen atom or a C 1 -C 6 alkyl group, X may be the same or different, and a hydrogen atom, a halogen atom, a C 1 -C 6 alkyl group or a halo C 1 -C 6 alkyl group) 1 to 5 substituents selected from the group).
[0005]
Embedded image
Figure 0004626731
(Wherein, one to two R 4 and X are as comb the, R 5 is selected from hydrogen atom, C 1 -C 6 alkylcarbonyl group or the same or different and good C 1 -C 6 alkyl group A phenylcarbonyl group which may have a substituent of
Embedded image
Figure 0004626731
(In the formula, R 4 and X are the same as above.)
Or [0006]
Embedded image
Figure 0004626731
(In the formula, R 4 and X are the same as above.)
R 1 represents a hydrogen atom or a C 1 -C 6 alkyl group, and R 2 and R 3 may be the same or different and each represents a hydrogen atom, a hydroxyl group, a C 1 -C 6 alkyl group, or a C 1 -C 6 alkoxy group. Group, C 1 -C 6 alkylcarbonyl group or phenylcarbonyl group, Y may be the same or different and represents 1 to 5 substituents selected from a hydrogen atom, a halogen atom, a nitro group or a cyano group; , Z is a halogen atom, cyano group, C 1 -C 6 alkyl group, halo C 1 -C 6 alkyl group, C 1 -C 6 alkoxy group, halo C 1 -C 6 alkoxy group, halo C 1 -C 6 alkylthio Group, a halo C 1 -C 6 alkylsulfinyl group or a halo C 1 -C 6 alkylsulfonyl group, and W represents an oxygen atom or a sulfur atom. ]
And a method of using the same.
[0007]
In the definition of the general formula (I) of the present invention, “halogen atom” means a chlorine atom, bromine atom, iodine atom or fluorine atom, and “C 1 -C 6 alkyl” means a straight chain having 1 to 6 carbon atoms. Or “halo C 1 -C 6 alkyl” refers to an alkyl group having 1 to 6 carbon atoms substituted with one or more halogen atoms which may be the same or different.
The representative compounds of the hydrazine derivatives represented by the general formula (I) which are the active ingredients of the termite-proofing agent of the present invention are exemplified in Tables 1 to 4, but the present invention is not limited to these. Absent.
[0008]
Formula (I-1):
Embedded image
Figure 0004626731
[0009]
Table 1
Figure 0004626731
[0010]
Table 1 (continued)
Figure 0004626731
[0011]
Table 1 (continued)
Figure 0004626731
[0012]
Table 1 (continued)
Figure 0004626731
[0013]
Table 1 (continued)
Figure 0004626731
Note: In the table, Ph represents a phenyl group.
[0014]
Formula (I-2):
Embedded image
Figure 0004626731
[0015]
Table 2 (however, R 1 and R 3 represent hydrogen atoms)
Figure 0004626731
[0016]
Table 2 (continued)
Figure 0004626731
[0017]
Table 2 (continued)
Figure 0004626731
Note: In the table, Ph represents a phenyl group.
Compounds 106 and 107 are diastereomers and 106 is higher than 107 in Rf value.
[0018]
Formula (I-3):
Embedded image
Figure 0004626731
[0019]
Table 3 (R 2 and R 3 represent hydrogen atoms, and W represents an oxygen atom)
Figure 0004626731
[0020]
Table 3 (continued)
Figure 0004626731
[0021]
Formula (I-4):
Embedded image
Figure 0004626731
[0022]
Table 4 (R 1 , R 2 , R 3 and R 4 represent hydrogen atoms)
Figure 0004626731
[0023]
Table 1 shows the 1 H-NMR data whose properties are viscous or glassy in Tables 1 to 4.
Table 5
Figure 0004626731
[0024]
The termite-proofing agent of the present invention includes, for example, Rhinotermitidae, termites (Coptotermes formosanus Shiraki), Yamato termites (Reticulitermes speratus (Kolbe)), North American inhabiting Reticulitermes hesperus, Reticulitermes tulialies, Coastal Reticulitermes lucifugus, Reticulitermes santonensis, etc., American ant termites (Incisitermes minor (Hagen)), Termiteidae (termitidae), Taidon termites (Odontotermes formosanus (Shiraki)), Leibite termites (Kalotermitidatous) (Haviland)) and all white ants that cause damage to houses, building materials, furniture, leather, textiles, processed vinyl products, electric wires, cables, etc. of Hodottermopsis jzponica (Holmgren) of Termopsidae It has a remarkable ant killing effect at a low dose.
In addition, the ants of the Formicidae (Monomorium pharaoni Linnes), the Japanese ants (Monomorium nipponense Wheeler), the giant ants (Camponotus kiusiuensis Santschi), the black ants (Formica japonica Motschulsky), the black ants (Lasius fuliginosus, etc.) Invasive agricultural products such as fire ant (Solenopsis richteri, Solenopsis invicta, Solenopsis geminata (F)), or public facilities and houses such as parks, and ant killing ants that are harmful to humans with a low drug dose. It has an effect.
[0025]
In order to efficiently use the termiticide containing the hydrazine derivative represented by the general formula (I) of the present invention as an active ingredient, a suitable solid carrier and / or liquid carrier is generally used according to a commonly used pharmaceutical formulation. Etc. and, if necessary, admixed in an appropriate ratio together with an auxiliary agent, etc., dissolved, suspended, mixed, impregnated, adsorbed or adhered, and according to the purpose of use, for example, oil, emulsion, liquid, powder, What is necessary is just to prepare and use for a granule, a wettable powder, an aerosol agent, a smoke agent, a flowable agent, etc. Moreover, it can also be set as a bait agent by mix | blending with the bait etc. which mixed the inducer.
[0026]
Examples of the solid support used in the present invention include clays such as kaolin, bentonite and acidic clay, talc such as talc and pyrophyllite, diatomaceous earth, quartz sand, mica, synthetic silicate, silica such as synthetic highly dispersed silicic acid, pumice Inorganic mineral powders such as sand, wood chips, pulp chips, grain powders, organic substances such as saccharides can be exemplified, and examples of liquid carriers include alcohols such as methyl alcohol, ethyl alcohol, ethylene glycol, acetone, methyl ethyl ketone , Ketones such as cyclohexanone, ethers such as ethyl ether, dioxane, tetrahydrofuran, and cellosolve, aliphatic hydrocarbons such as kerosene and kerosene, and aromatics such as benzene, toluene, xylene, solvent naphtha, cyclohexanone, and methylnaphthalene Hydrocarbons, chloroform, tetrachloride Element, can be exemplified halogenated hydrocarbons such as chlorobenzene and the like, these solid carriers or liquid carriers may be used alone, it can be used as a mixture.
[0027]
Surfactants, dispersants, adhesives, and the like can be used as adjuvants that can be used in the present invention. Examples of the surfactant include polyoxyethylene alkyl aryl ether, polyoxyethylene sorbitan monolaurate, and alkyl allyl. Examples include sorbitan monolaurate, alkyl benzene sulfonate, alkyl naphthalene sulfonic acid, lignin sulfonate higher alcohol sulfate, and these surfactants can be used alone or in combination.
Moreover, as a dispersing agent or a fixing agent, for example, casein, gelatin, starch, alginic acid, carboxymethylcellulose, agar, polyvinyl alcohol, pine root oil and the like can be used as necessary.
[0028]
The ant-proofing agent of the present invention is applied to the surface or soil of surrounding soil, under-floor soil, etc., in order to protect wooden objects such as trees, bushes, sleepers, shrines, houses, barns, factories, etc. Not only treated, but also used for lumber products such as underfloor concrete surfaces, floor pillars, beams, plywood, furniture, wood products such as particle board and half board, vinyl products such as coated electric wires and sheets, and heat insulating materials such as polystyrene foam. For ants that are harmful to crops or people, etc., they can be treated with crops or their surrounding soil, or directly with ant nests.
The present invention includes not only the above-described aspect but also an aspect that is used prophylactically at a place where occurrence of ants is predicted.
For example, in the case of xylem treatment, the termite-proofing agent of the present invention is in the range of 0.1 to 50 g as an active ingredient amount per 1 m 2 , and in the case of soil treatment or nest treatment, from 1 to 500 g per 1 m 2. It can be used as appropriate.
Although the typical Example and test example of this invention are illustrated below, this invention is not limited to these.
In the examples, “parts” means “parts by weight”.
[0029]
【Example】
Example 1
Hydrazine derivatives of Tables 1 to 4 20 parts Xylene 80 parts or more were uniformly dissolved to obtain an oil agent.
Example 2
Table 1 to Table 4 Hydrazine derivatives 10 parts Polyoxyethylene styryl phenyl ether 10 parts Cyclohexanone 80 parts or more were uniformly mixed and dissolved to obtain an emulsion.
[0030]
Example 3
Hydrazine derivatives of Tables 1 to 4 10 parts Sodium alkylbenzene sulfonate 2 parts White carbon 10 parts Clay 78 parts or more were uniformly mixed and ground to obtain a wettable powder.
Example 4
Hydrazine derivatives of Tables 1 to 4 8 parts Cyclohexanone 4 parts Mixture of polyoxyethylene nonylphenyl ether and alkylbenzene sulfonic acid 3 parts or more uniformly mixed and dissolved, sprayed and dried to 85 parts of pumice grains to give granules Obtained.
[0031]
Test example 1
Put a filter paper on a glass petri dish with a diameter of 9 cm, drop 1 ml of 500 ppm of the anti-anticide of the present invention, inoculate a termite (Coptotermes formosanus Shiraki) ant, inspect the life and death 7 days after the inoculation, and kill the dead insect And calculated according to the following criteria. 1 ward, 10 heads, 3 systems.
Judgment criteria Death rate (%)
A 100
B 99-90
C 89-80
D 79-50
The results are shown in Table 6.
[0032]
Table 6
Figure 0004626731
[0033]
Table 6 (continued)
Figure 0004626731
[0034]
Table 6 (continued)
Figure 0004626731
[0035]
Table 6 (continued)
Figure 0004626731
[0036]
Test Example 2
Fire ant (Solenopsis geminata) nests (anthills) were irrigated with 1 g per nest using the ant protection agent of the present invention as an active ingredient, and the nest activity level was determined according to the following criteria 14 days after drug treatment. . Criteria for 1 ward 1 nest Effect level A Completely annihilated-very low nest activity.
B There is nest activity.
C Nest activity is high.
D Nest activity is extremely high.
As a result of the test, Compounds Nos. 44 and 96 showed the effect level of A.
[0037]
【The invention's effect】
The ant-preventing agent of the present invention protects timbers such as trees, bushes, sleepers, shrines, houses, barns, factories, and other buildings from white ants, and also controls ants that harm crops or people. It is an excellent anti-anticide.

Claims (2)

一般式(I-1) :
Figure 0004626731
〔式中、R1 、R2 、R3及びR4 は水素原子を示し、Xはハロゲン原子又はハロC1-C6アルキル基を示し、Yはシアノ基を示し、ZはハロC 1 -C 6 アルコキシ基を示し、Wは酸素原子又は硫黄原子を示す。〕
で表されるヒドラジン誘導体を有効成分として含有することを特徴とする防蟻剤。
Formula (I-1):
Figure 0004626731
Wherein, R 1, R 2, R 3 and R 4 represents a hydrogen atom, X represents a halogen atom or a halo C 1 -C 6 alkyl group, Y represents a cyano group, Z is a halo C 1 - C 6 alkoxy group , W represents an oxygen atom or a sulfur atom. ]
An anticide containing a hydrazine derivative represented by the formula:
蟻類が生息している木部及び又は土壌に請求項1記載の防蟻剤の有効量を処理することを特徴とする防蟻剤の使用方法。  A method for using an ant repellent, which comprises treating an effective amount of the ant repellent according to claim 1 on a xylem and / or soil in which ants live.
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AU765767B2 (en) 1999-03-12 2003-09-25 Basf Aktiengesellschaft Synergistic insecticidal compositions
JP2002294890A (en) * 2001-04-02 2002-10-09 Takeda Chem Ind Ltd Underfloor heat insulating material
JP4186182B2 (en) 2002-01-10 2008-11-26 日本農薬株式会社 Insecticides containing hydrazone derivatives as active ingredients and novel hydrazone derivatives
JP4745651B2 (en) * 2003-12-03 2011-08-10 石原産業株式会社 Pest control composition and pest control method
JP2006282618A (en) * 2005-04-01 2006-10-19 Nippon Nohyaku Co Ltd Poison bait for agricultural and horticultural use
JP2007137807A (en) * 2005-11-16 2007-06-07 Nippon Nohyaku Co Ltd Composition for controlling termites and method for controlling

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JPH05279312A (en) * 1991-02-22 1993-10-26 Ishihara Sangyo Kaisha Ltd Hydrazone compound, its production, their production intermediate and noxious life controlling agent containing the compound
JPH06502414A (en) * 1990-10-05 1994-03-17 イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー Semicarbazone arthropodicide
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